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SML2483

Sigma-Aldrich

Fesoterodine fumarate

≥93% (HPLC)

Synonym(s):

2-Methylpropanoic acid-2-[(1R)-3-[bis(1-methylethyl)amino]-1-phenylpropyl]-4-(hydroxymethyl)phenyl ester, fumarate salt

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About This Item

Empirical Formula (Hill Notation):
C26H37NO3 · C4H4O4
CAS Number:
Molecular Weight:
527.65
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥93% (HPLC)

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C(C)C)OC1=C([C@@H](C2=CC=CC=C2)CCN(C(C)C)C(C)C)C=C(CO)C=C1.OC(/C=C/C(O)=O)=O

InChI

1S/C26H37NO3.C4H4O4/c1-18(2)26(29)30-25-13-12-21(17-28)16-24(25)23(22-10-8-7-9-11-22)14-15-27(19(3)4)20(5)6;5-3(6)1-2-4(7)8/h7-13,16,18-20,23,28H,14-15,17H2,1-6H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t23-;/m1./s1

InChI key

MWHXMIASLKXGBU-RNCYCKTQSA-N

Biochem/physiol Actions

Fesoterodine fumarate is a prodrug of 5-hydroxymethyl tolterodine (5-HMT), which a muscarinic M2 and M3-receptor antagonist with antispasmodic activity, and is also the active metabolite of tolterodine. Fesoterodine fumarate is used clinically for the treatment of overactive bladder (OAB).

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

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Xavier Gamé et al.
European journal of pharmacology, 833, 155-157 (2018-05-29)
Fesoterodine (as one of three drugs: dutasteride, finasteride and fesoterodine) was classified B (beneficial) by LUTS-FORTA 2014, indicating that it is a medicinal product with proven or obvious efficacy in the elderly, with limited side effects and/or safety concerns. A
Xavier Biardeau et al.
PloS one, 12(1), e0169694-e0169694 (2017-01-07)
In spinal cord injury, onset of detrusor overactivity (DO) is detrimental for quality of life (incontinence) and renal risk. Prevention has only been achieved with complex sophisticated electrical neuromodulation techniques. To assess the efficacy of early fesoterodine fumarate (FF) administration
Shizuo Yamada et al.
Pharmacology & therapeutics, 189, 130-148 (2018-05-02)
Antimuscarinic agents are now widely used as the pharmacological therapy for overactive bladder (OAB) because neuronal (parasympathetic nerve) and non-neuronal acetylcholine play a significant role for the bladder function. In this review, we will highlight basic and clinical aspects of

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